US8686285B2 - Eutectic melts - Google Patents

Eutectic melts Download PDF

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Publication number
US8686285B2
US8686285B2 US12/735,281 US73528108A US8686285B2 US 8686285 B2 US8686285 B2 US 8686285B2 US 73528108 A US73528108 A US 73528108A US 8686285 B2 US8686285 B2 US 8686285B2
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carbon atoms
alkyl
alkenyl
optoelectronic
ionic liquid
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US20110012048A1 (en
Inventor
Jing Zhang
Chengcheng Xi
Yiming Cao
Feifei Gao
Peng Wang
Shaik Mohammad Zakeeruddin
Michael Graetzel
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Ecole Polytechnique Federale de Lausanne EPFL
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Ecole Polytechnique Federale de Lausanne EPFL
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Assigned to Changchun Applied Chemistry Institute of Chinese Academy of Sciences reassignment Changchun Applied Chemistry Institute of Chinese Academy of Sciences ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CAO, YIMING, GAO, FEIFEI, WANG, PENG, XI, CHENGCHENG, ZHANG, JING
Assigned to ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL) reassignment ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL) ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: Changchun Applied Chemistry Institute of Chinese Academy of Sciences
Assigned to ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL) reassignment ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL) ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GRAETZEL, MICHAEL, ZAKEERUDDIN, SHAIK MOHAMMAD
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    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
    • H01G9/00Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20Light-sensitive devices
    • H01G9/2004Light-sensitive devices characterised by the electrolyte, e.g. comprising an organic electrolyte
    • H01G9/2013Light-sensitive devices characterised by the electrolyte, e.g. comprising an organic electrolyte the electrolyte comprising ionic liquids, e.g. alkyl imidazolium iodide
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
    • H01G9/00Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20Light-sensitive devices
    • H01G9/2027Light-sensitive devices comprising an oxide semiconductor electrode
    • H01G9/2031Light-sensitive devices comprising an oxide semiconductor electrode comprising titanium oxide, e.g. TiO2
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
    • H01G9/00Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20Light-sensitive devices
    • H01G9/2059Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/344Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising ruthenium
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/542Dye sensitized solar cells
US12/735,281 2007-12-29 2008-12-23 Eutectic melts Active 2029-10-10 US8686285B2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CN2007103066621A CN101232080B (zh) 2007-12-29 2007-12-29 共熔室温离子液体及其制法和应用
CN200710306662 2007-12-29
CN200710306662.1 2007-12-29
PCT/IB2008/055507 WO2009083901A1 (en) 2007-12-29 2008-12-23 Eutectic melts

Related Parent Applications (1)

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IBPCT/IB2008/005507 A-371-Of-International 2007-12-29 2008-12-23

Related Child Applications (1)

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US14/104,020 Continuation US9396882B2 (en) 2007-12-29 2013-12-12 Eutectic melts

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US20110012048A1 US20110012048A1 (en) 2011-01-20
US8686285B2 true US8686285B2 (en) 2014-04-01

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US12/735,281 Active 2029-10-10 US8686285B2 (en) 2007-12-29 2008-12-23 Eutectic melts
US14/104,020 Active 2029-05-31 US9396882B2 (en) 2007-12-29 2013-12-12 Eutectic melts

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US14/104,020 Active 2029-05-31 US9396882B2 (en) 2007-12-29 2013-12-12 Eutectic melts

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US (2) US8686285B2 (ko)
EP (1) EP2232513B9 (ko)
JP (1) JP5480160B2 (ko)
KR (1) KR101507630B1 (ko)
CN (1) CN101232080B (ko)
WO (1) WO2009083901A1 (ko)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140097376A1 (en) * 2007-12-29 2014-04-10 Ecole Polytechnique Federale De Lausanne (Epfl) Eutectic melts
US8927757B2 (en) 2010-01-18 2015-01-06 Merck Patent Gmbh Process for the preparation of perfluoroalkylcyano- or perfluoroalkylcyanofluoroborates

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2935382B1 (fr) * 2008-08-29 2010-10-08 Centre Nat Rech Scient Sel d'anion pentacylique et son utilisation comme electrolyte
CN101615513B (zh) * 2009-07-17 2011-05-11 新奥科技发展有限公司 一种用于染料敏化太阳能电池的电解质溶液
TW201132629A (en) 2010-01-18 2011-10-01 Merck Patent Gmbh Electrolyte formulations
CN102712660B (zh) 2010-01-18 2015-06-03 默克专利有限公司 含有全氟烷基-氰基-烷氧基-硼酸根阴离子或全氟烷基-氰基-烷氧基-氟-硼酸根阴离子的化合物
CN102712659B (zh) * 2010-01-18 2015-09-30 默克专利有限公司 电解质配制剂
JP2011204662A (ja) * 2010-03-05 2011-10-13 Sony Corp 光電変換素子およびその製造方法ならびに電子機器
WO2011125024A1 (en) 2010-04-05 2011-10-13 Ecole Polytechnique Federale De Lausanne (Epfl) Improved electrode
CN103004012B (zh) * 2010-08-25 2016-03-23 横滨橡胶株式会社 光电转换元件用电解质、以及使用该电解质的光电转换元件和染料敏化太阳能电池
CN101950675B (zh) * 2010-09-26 2012-06-20 华南理工大学 基于离子液体的染料敏化太阳能电池电解质及其制备方法
US8846922B2 (en) 2010-09-27 2014-09-30 Merck Patent Gmbh Functionalized fluoroalkyl fluorophosphate salts
WO2012041434A1 (en) * 2010-09-28 2012-04-05 Merck Patent Gmbh Electrolyte formulations containing cyano-alkoxy-borate anions
EP2622617A2 (en) 2010-09-30 2013-08-07 Merck Patent GmbH Electrolyte formulations
JP5834391B2 (ja) * 2010-10-05 2015-12-24 日立化成株式会社 有機エレクトロルミネセンス素子、表示素子、照明装置、及び表示装置
EP2628777B1 (en) * 2010-10-13 2018-08-15 Tokyo Institute of Technology Light conversion element containing ion liquid, production method of same, and device containing photovoltaic conversion element
EP2492277A1 (en) 2011-02-25 2012-08-29 Ecole Polytechnique Fédérale de Lausanne (EPFL) Improved redox couple for electrochemical and optoelectronic devices
KR20140016298A (ko) 2011-02-25 2014-02-07 에꼴 뽈리떼끄닉 뻬데랄 드 로잔느 (으뻬에프엘) 전기화학 및 광전자 소자를 위한 향상된 산화환원쌍
CN103597646A (zh) * 2011-05-31 2014-02-19 默克专利股份有限公司 电解质组合物
US9073937B2 (en) 2011-06-16 2015-07-07 Board Of Trustees Of The University Of Alabama Organic photovoltaic-battery hybrid device
EP2731954B1 (en) 2011-07-15 2015-06-17 Merck Patent GmbH Compounds containing alkyl-alkoxy-cyano-borate anions
KR20140050058A (ko) 2011-07-15 2014-04-28 메르크 파텐트 게엠베하 알킬-시아노-보레이트 또는 알킬-시아노-플루오로보레이트 음이온을 포함하는 화합물
JP2013047217A (ja) * 2011-07-27 2013-03-07 Nichia Corp イオン液体
KR102072367B1 (ko) * 2011-08-24 2020-02-03 바스프 에스이 전기화학 또는 광전자 소자용 황-함유 첨가제
EP2820105A1 (en) * 2011-08-25 2015-01-07 Merck Patent GmbH Additives for dye-sensitized solar cells
EP2769422B9 (en) 2011-10-18 2017-03-22 École Polytechnique Fédérale de Lausanne (EPFL) Compounds for electrochemical and/or optoelectronic devices
CN103130783B (zh) * 2011-12-01 2016-04-13 海洋王照明科技股份有限公司 含碳酸酯基团的四氢噻吩类离子液体及其制备方法和应用
CN104106118B (zh) 2011-12-08 2018-06-22 洛桑联邦理工学院 包括阻挡层的半导体电极
TW201439223A (zh) * 2012-11-30 2014-10-16 Nippon Kayaku Kk 染料敏化太陽電池
KR20160004389A (ko) 2013-05-06 2016-01-12 그레이트셀 솔라 에스.에이. 유기-무기 페로브스카이트 기반 태양 전지
EP2883915A1 (en) 2013-12-13 2015-06-17 Ecole Polytechnique Federale de Lausanne (EPFL) Porphyrin based sensitizer for dye-sensitized solar cell
CN105940083B (zh) * 2014-01-31 2019-06-11 日本化药株式会社 含有离子液体的光波长转换元件及包含该光波长转换元件的物品
JP2017178790A (ja) * 2016-03-28 2017-10-05 Tdk株式会社 スルホニウム塩、電解液およびリチウムイオン二次電池
EP3407361A1 (en) 2017-05-24 2018-11-28 Ecole Polytechnique Fédérale de Lausanne (EPFL) Redox melts formed by copper (i)/(ii) complexes as charge transfer and charge storage materials
CN111003713A (zh) * 2019-12-20 2020-04-14 辽宁大学 一种基于离子液体三元体系制备无机多孔材料的方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5135825A (en) * 1989-06-22 1992-08-04 Mitsubishi Petrochemical Co., Ltd. Method for producing ambient temperature molten salt consisting of certain pyridinium and imidazolium halides and an aluminum trihalide
US6291763B1 (en) 1999-04-06 2001-09-18 Fuji Photo Film Co., Ltd. Photoelectric conversion device and photo cell
US20020015881A1 (en) 2000-06-13 2002-02-07 Yoshisada Nakamura Photoelectric conversion device and photo cell
US20050175867A1 (en) * 2002-06-18 2005-08-11 Daikin Industries, Ltd Room-temperature molten salt, process for producing the same and applications thereof
EP1819005A1 (en) 2006-02-13 2007-08-15 Ecole Polytechnique Fédérale de Lausanne (EPFL) Ionic liquid electrolyte

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9221997D0 (en) 1992-10-20 1992-12-02 Ici Plc Inhibition of microbial growth in swimming pools and spas
JP2005166313A (ja) * 2003-11-28 2005-06-23 Ngk Spark Plug Co Ltd 色素増感型太陽電池
CN101232080B (zh) * 2007-12-29 2012-11-07 中国科学院长春应用化学研究所 共熔室温离子液体及其制法和应用

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5135825A (en) * 1989-06-22 1992-08-04 Mitsubishi Petrochemical Co., Ltd. Method for producing ambient temperature molten salt consisting of certain pyridinium and imidazolium halides and an aluminum trihalide
US6291763B1 (en) 1999-04-06 2001-09-18 Fuji Photo Film Co., Ltd. Photoelectric conversion device and photo cell
US20020015881A1 (en) 2000-06-13 2002-02-07 Yoshisada Nakamura Photoelectric conversion device and photo cell
US20050175867A1 (en) * 2002-06-18 2005-08-11 Daikin Industries, Ltd Room-temperature molten salt, process for producing the same and applications thereof
EP1819005A1 (en) 2006-02-13 2007-08-15 Ecole Polytechnique Fédérale de Lausanne (EPFL) Ionic liquid electrolyte

Non-Patent Citations (19)

* Cited by examiner, † Cited by third party
Title
Bai et al, "High-performance dye-sensitized solar cells based on solvent-free electrolytes produced from eutectic melts", Nature Materials, 7, Jun. 29, 2008, pp. 626-630. *
Bonhôte P. et al., Hydrophobic, highly conductive ambient-temperature molten salts, Inorg. Chem, 35, 1996, 1168-1178.
Dupont J. et al., Ionic liquid (molten salt) phase organometallic catalysis, Chem. Rev., 102 (10), 2002, 3667-3691.
Gordon C. M., New developments in catalysis using ionic liquids, Applied Catalysis A: General, 222, 2001, 101-117.
Matsumoto H. et al., The application of room temperature molten salt with low viscosity to the electrolyte for dye-sensitized solar cell, Chem. Lett., 26, 2001, 26-27.
Miao W. and Chan T.H., Ionic-liquid-supported synthesis: A novel liquid-phase strategy for organic synthesis, Acc. Chem. Res. 39(12), 2006, 897-908.
Ohno H., Electrochemical Aspects of ionic liquids, 2005, Wiley, New Jersey. (pp. 173-186, 187-198, 199-203).
Rajeshwar K. et al., Effect of temperature on the operation of a photoelectrochemical device: studies on the n-GaAs/room temperature molten salt electrolyte interface, J. Electrochem. Soc., 128, 1981, 1750-1754.
Rogers R. D., Seddon K. R., eds. Ionic Liquids as Green Solvents: Progress and Prospects. ACS Symposium Series 856, Washington, DC: American Chemical Society, 2003 (pp. 264-277, 478-494).
Rogers R., Seddon K. R. eds. Ionic Liquids: Industrial Applications to Green Chemistry, ACS Symposium Series 818, Washington DC: American Chemical Society, 2002 (pp. 2-14, 321-333).
Seddon K. R., Ionic liquids for clean technology, J. Chem. Technol. Biotechnol., 68(4), 1997, 351-354.
Sheldon R., Catalytic reactions in ionic liquids, Chem. Comm., 23, 2001, 2399-2407.
Singh P. and Rajeshwar K., Mechanisms of charge transfer at the n-GaAs/room temperature molten salt electrolyte interface, J. Electrochem. Soc., 128, 1981, 1724-1731.
Singh P. et al., Photoelectrochemical behavior of n-GaAs electrodes in ambient-temperature molten-salt electrolytes, J. Am. Chem. Soc., 102, 1980, 4676-4681.
Wang et al., A New Ionic Liquid Electrolyte Enhances the Conversion Efficiency of Dye-Sensitized Solar Cells, J. Phys. Chem. B, 2003, 107, 13280-13285.
Wang P. et al., High efficiency dye-sensitized nanocrystalline solar cells based on ionic liquid polymer gel electrolyte, Chem. Commun, 2972, 2002, 2972-2973.
Wasserscheid P., Ionic Liquids in Synthesis, 2002, Wiley, Weinheim (pp. 9-20,174-213).
Welton T., Room-temperature molten liquids. Solvents for synthesis and catalysis, Chem. Rev. 99(8), 1999, 2071-83.
Zhao D. et al., Ionic liquids: applications in catalysis, Catalysis Today 74, 2002, 157-189.

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140097376A1 (en) * 2007-12-29 2014-04-10 Ecole Polytechnique Federale De Lausanne (Epfl) Eutectic melts
US9396882B2 (en) * 2007-12-29 2016-07-19 Ecole Polytechnique Federale De Lausanne (Epfl) Eutectic melts
US8927757B2 (en) 2010-01-18 2015-01-06 Merck Patent Gmbh Process for the preparation of perfluoroalkylcyano- or perfluoroalkylcyanofluoroborates
US9175021B2 (en) 2010-01-18 2015-11-03 Merck Patent Gmbh Process for the preparation of perfluoroalkylcyano- or perfluoroalkylcyanofluoroborates

Also Published As

Publication number Publication date
JP5480160B2 (ja) 2014-04-23
CN101232080A (zh) 2008-07-30
US9396882B2 (en) 2016-07-19
EP2232513A1 (en) 2010-09-29
JP2011509503A (ja) 2011-03-24
KR20100114056A (ko) 2010-10-22
EP2232513B1 (en) 2018-07-11
US20110012048A1 (en) 2011-01-20
WO2009083901A1 (en) 2009-07-09
US20140097376A1 (en) 2014-04-10
KR101507630B1 (ko) 2015-03-31
EP2232513B9 (en) 2019-01-02
CN101232080B (zh) 2012-11-07

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